Structured Settlements 4Real®Blog 2026

Structured settlements expert John Darer reviews the latest structured settlements and settlement planning information and news, and provides expert opinion and highly regarded commentary. that is spicy, Informative, irreverent and effective for over 20 years.

by John Darer

Six Sigma Master Black Belt John Ryan, President and Chief Operating Officer of Stone Street Capital seems to encourage people to sell their structured settlements at deep discounts to buy Real Estate which he states is discounted. He says on the Stone Street "grog":

"Many
structured settlement recipients are seeing the current housing market
as an opportunity to buy a home well below recently appraised values.
These structured settlement recipients are leveraging their structured
settlements to take advantage of a prime home buying or investing
opportunity. I was surprised and impressed to see that some structured
settlement recipients are seizing the opportunity to efficiently use
their structured settlement to buy in a down market".

With respect to "recently appraised values" it's safe to say that "recently appraised values" may not be worth the paper they are written on.  Has Ryan predicted a bottom? The stock market pundits told a similar story in September 2008. The big losers were those who bought back in when they thought it couldn't possibly go much lower, but in the succeeding months.

Robert Shiller, Yale University finance and law professor, author of Irrational Exuberance, who looked back all the way to 1890,
contends that only twice has real estate produced truly outstanding returns:
after World War II, when returning troops were starting their families, and from
1998 to 2005, a period he thinks is a bubble. Source : CNNMoney

While the historical rates of return on Real Estate investments shows that
they tend to be more stable and less likely to spike up and down in erratic and
unpredictable fashion like the Stock Market, Real Estate investments tend to have
high transaction costs When you buy, you shell out for mortgage processing, credit reports, title
insurance, appraisals, a lawyer for the bank, a lawyer for you, local transfer
taxes and other charges. You may also pay a percentage point or more of the loan
up front to lower your interest rate.  Unless you have one big ass structured settlement, chances are that the "financial crack" is not going to be enough to buy the house with all cash down. Plus you may just have to effectively pay credit card like discount rates to get that cash.

Furthermore, you must have enough dough to pay the taxes on your property. Remember that all property is unique, with its own characteristics and potential.

Don't let John Ryan "judo chop" your financial plan! 

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